Stunning Resort Villa w Pool Hot Tub and Cinema

Location

Description

Your dream group getaway starts here! This 10-bedroom, 8.5-bathroom villa at Windsor Cay Resort is designed for large families and groups up to 26 guests seeking fun, comfort, and style—all just 9 miles from Disney and under an hour from Universal. Step inside to discover stunning themed bedrooms, vibrant entertainment spaces, and modern amenities that make every moment unforgettable.

Private Poolside Paradise
• Private swimming pool and hot tub with optional heating
• Furnished patio with loungers, shaded seating & outdoor dining for 8
• BBQ grill for poolside feasts
• Beach chairs & umbrella for your comfort

Get Your Game On!
The garage has been transformed into a full game room—the perfect hangout spot for guests of all ages:
• Shuffleboard
• Foosball
• Poker Table
• Arcade Games

Eat, Lounge & Gather
• Open-concept layout for connection and relaxation
• Spacious living area with large Smart TV and plush seating
• Fully equipped kitchen with modern appliances, cookware, and utensils
• Indoor dining area for large group meals

Dream Big, Sleep Easy
Each bedroom is uniquely designed with its own personality and flair:
• Velvet Navy King Suite | Ensuite bath
• Navy & Wood King Suite | Shared bath
• Cream & Wood Queen Room
• Cinderella-Themed Bunk Room
• Avengers-Themed Bunk Room | Ensuite bath
• Gray & Motorcycle Queen Room
• Velvet Grey Queen Room | Shared bath
• Mickey Safari-Themed Bunk Room | Ensuite bath
• Tan King Suite | Ensuite bath
• Burnt Orange King Suite | Ensuite bath

Bedroom Breakdown
• Bedroom 1: King bed
• Bedroom 2: King bed
• Bedroom 3: Queen bed
• Bedroom 4 (2 Queen): Bunk bed
• Bedroom 5 (2 Twin): 2 bunk beds
• Bedroom 6: Queen bed
• Bedroom 7: Queen bed
• Bedroom 8 (2 Twin): 2 bunk beds
• Bedroom 9: King bed
• Bedroom 10: King bed

Enjoy complimentary access to the Windsor Cay Resort clubhouse, which features:
• Zero-entry resort pool & lazy river
• Hot tub & cabanas
• Kids’ splash zone & water slides
• Mini-golf & volleyball courts
• Fitness center & arcade room
• Blue Lagoon Tavern & Grille (Mon–Wed: 12:00 PM – 5:00 PM & Thu–Sun: 11:00 AM – 6:00 PM)

Windsor Cay Resort — Operating Hours Update
Starting September 12:
• Opening hours remain unchanged
• Pool deck & restaurant close at 7:00 PM
• Clubhouse closes at 7:30 PM

Why Stay With Upstay?
At Upstay, we make group travel effortless. Our homes are sparkling clean, thoughtfully equipped, and packed with fun—from themed bedrooms to resort-style perks. We handle the details so you can focus on making memories.

This isn’t just a vacation home—it’s your next great Orlando adventure.

• To ensure a smooth and secure check-in, guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in details will be shared once completed.

• Pool service is scheduled weekly and may occur during your stay. This is a brief visit, and technicians will only access the pool area.
• The basketball arcade is currently out of order.

Pet Friendly:
• Pets are welcome at our property. A maximum of two pets under 60 lbs each is permitted. A pet fee of USD 139 per pet will be added to the reservation when pets are included at the time of booking. If pets are not declared during booking, the applicable fee will be charged separately.

Additional Services:
• Pool and hot tub heating (optional): $45/night per service or $79/night for both (2-night minimum, 24-hour notice required)
• BBQ propane tank: one-time $69 charge (please request in advance)
• Pack ’n play rental: $39 (one-time fee)
• Highchair rental: $29 (one-time fee)

Cancellation Policy

We offer flexible cancellations for all reservations made on upstay.com

0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)

For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.

Booking On Other Sites

Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.

Booking Deposit

50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.

Availability Calendar

Available

Unavailable

Check-In

Check-Out

October 2026

Su	Mo	Tu	We	Th	Fr	Sa
				1	2	3
4	5	6	7	8	9	10
11	12	13	14	15	16	17
18	19	20	21	22	23	24
25	26	27	$160 28	$167 29	30	31

November 2026

Su	Mo	Tu	We	Th	Fr	Sa
1	2	3	4	$160 5	6	7
8	$200 9	$200 10	11	12	13	14
$161 15	$160 16	$160 17	$160 18	19	20	21
$461 22	23	24	25	26	$1104 27	28
29	30

December 2026

Su	Mo	Tu	We	Th	Fr	Sa
		1	$226 2	3	4	5
$219 6	$218 7	$200 8	$200 9	$219 10	$429 11	$471 12
$213 13	$200 14	$200 15	$200 16	$234 17	$532 18	$686 19
$1086 20	$1199 21	$1277 22	23	24	25	26
$1425 27	$1426 28	$1417 29	$1287 30	$1289 31

January 2027

Su	Mo	Tu	We	Th	Fr	Sa
					$1039 1	$1029 2
$647 3	$567 4	$294 5	$308 6	$375 7	$508 8	$433 9
$383 10	$308 11	$296 12	$310 13	$396 14	$452 15	$514 16
$510 17	$452 18	$364 19	$313 20	$362 21	$431 22	$421 23
$365 24	$317 25	$301 26	$306 27	$374 28	$431 29	$430 30
$374 31

February 2027

Su	Mo	Tu	We	Th	Fr	Sa
	$323 1	$306 2	$314 3	$392 4	$438 5	$433 6
$379 7	$401 8	$360 9	$373 10	$450 11	$556 12	13
14	15	16	$470 17	$471 18	$522 19	$480 20
$416 21	$395 22	$375 23	$398 24	$439 25	$515 26	$501 27
$503 28

March 2027

Su	Mo	Tu	We	Th	Fr	Sa
	$451 1	$368 2	$384 3	$437 4	$620 5	$641 6
$575 7	$608 8	$622 9	$616 10	$646 11	$832 12	$811 13
$789 14	$798 15	$798 16	$808 17	$821 18	$931 19	$918 20
$841 21	$870 22	$869 23	$859 24	$914 25	$1069 26	$923 27
$803 28	$799 29	$798 30	$804 31

April 2027

Su	Mo	Tu	We	Th	Fr	Sa
				$966 1	$887 2	$792 3
$628 4	$670 5	$611 6	$670 7	$832 8	$724 9	$719 10
$717 11	$485 12	$492 13	$855 14	$938 15	$940 16	$937 17
$904 18	$1042 19	$1040 20	$1042 21	$1052 22	$1057 23	$1047 24
$1043 25	$910 26	$907 27	$909 28	$912 29	$916 30

May 2027

Su	Mo	Tu	We	Th	Fr	Sa
						$571 1
$548 2	$382 3	$371 4	$522 5	$553 6	$566 7	$589 8
$634 9	$495 10	$474 11	$470 12	$445 13	$535 14	$526 15
$431 16	$381 17	$552 18	$712 19	$737 20	$734 21	$501 22
$477 23	$417 24	$400 25	$471 26	$494 27	$720 28	$715 29
$710 30	$536 31

June 2027

Su	Mo	Tu	We	Th	Fr	Sa
		$550 1	$471 2	$543 3	$620 4	$612 5
$655 6	$648 7	$658 8	$718 9	$743 10	$749 11	$703 12
$683 13	$705 14	$657 15	$749 16	$839 17	$794 18	$913 19
$913 20	$849 21	$885 22	$816 23	$852 24	$861 25	$862 26
$867 27	$882 28	$986 29	$1052 30

July 2027

Su	Mo	Tu	We	Th	Fr	Sa
				$1057 1	$1167 2	$1174 3
$1171 4	$1003 5	$865 6	$875 7	$956 8	$993 9	$973 10
$856 11	$794 12	$904 13	$948 14	$957 15	$1015 16	$1007 17
$918 18	$822 19	$791 20	$733 21	$803 22	$965 23	$950 24
$740 25	$656 26	$703 27	$705 28	$721 29	$840 30	$792 31

August 2027

Su	Mo	Tu	We	Th	Fr	Sa
$606 1	$561 2	$528 3	$560 4	$600 5	$669 6	$626 7
$561 8	$561 9	$533 10	$494 11	$533 12	$598 13	$559 14
$496 15	$456 16	$396 17	$400 18	$427 19	$472 20	$472 21
$424 22	$379 23	$358 24	$369 25	$414 26	$477 27	$433 28
$383 29	$328 30	$317 31

September 2027

Su	Mo	Tu	We	Th	Fr	Sa
			$332 1	$374 2	$524 3	$523 4
$521 5	$345 6	$326 7	$331 8	$362 9	$397 10	$386 11
$364 12	$401 13	$400 14	$398 15	$382 16	$409 17	$402 18
$386 19	$372 20	$339 21	$349 22	$385 23	$425 24	$415 25
$372 26	$372 27	$338 28	$352 29	$398 30

Swipe for Availability

Amenities 56

Air conditioning
Baking sheet
Bathtub
BBQ grill
Bed linens
Carbon monoxide detector
Cleaning Disinfection
Coffee maker
Cookware
Desk
Dishes and silverware
Dishwasher
Dryer
Enhanced cleaning practices
Essentials
Family/kid friendly
Fire extinguisher
Free parking on premises
Hair dryer
Hangers
Heating
High touch surfaces disinfected
Hot tub
Hot water
Indoor fireplace
Internet
Iron
Kettle
Kitchen
Laptop friendly workspace
Long term stays allowed
Microwave
Oven
Patio or balcony
Pets allowed
Private entrance
Refrigerator
Resort
Room-darkening shades
Shampoo
Shower gel
Smoke detector
Stove
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
Toaster
Towels provided
Town
TV
Washer
Wireless Internet
Communal pool
Game room
Outdoor pool
Private pool
Swimming pool

Reviews 5 (4)

Exceeded our expectations. Great option to staying on property at Disney with a large group. Also made time away from parks very enjoyable and relaxing for our extended family
Anonymous - Posted: 2/24/2026

Thank you, Ellen, for your wonderful feedback! We're delighted to hear that your stay exceeded expectations and that our place served as a great base for your family during your Disney adventure. It’s fantastic to know that you found time to relax and enjoy each other's company away from the parks. We hope to welcome you all back for another memorable getaway soon!
Upstay staff

Posted: 2/26/2026

Nuestra estadía en esta casa en Orlando fue excelente de principio a fin. La casa es realmente hermosa, casi a estrenar, muy cómoda, moderna y súper bien equipada. Todo estaba impecable y tal como se ve en las fotos. Queremos destacar especialmente a Luciana, la anfitriona, que fue atenta, amable y siempre disponible antes y durante toda la estadía. Estuvo pendiente de cada detalle y tuvo un gesto que nos emocionó muchísimo: nos recibió con una sorpresa por el cumpleaños de mi hija. Sin dudas, recomendamos esta casa y a Luciana como anfitriona. Volveríamos a elegir este lugar sin pensarlo. Fue una experiencia hermosa y muy cuidada en todos los sentidos.
Anonymous - Posted: 2/7/2026

We are so happy to hear that your stay in our house was excellent from start to finish. We work hard to keep the home in pristine condition and are glad you found everything so clean and cozy. It is gratifying to know that we managed to make your celebration even more special. We sincerely appreciate your recommendation and look forward to the opportunity to host you again in the future. Your satisfaction is our greatest reward.
Upstay staff

Posted: 2/9/2026

We rented this place to celebrate our 35th wedding anniversary with family. From start to finish this experience was beyond 5 star. Communication was done consistently to ensure our comfort. Response to questions almost instantaneous. Access to resort a big plus. Resort personnel so friendly, professional and helpful. From 7 months old to 64 years old this home was enjoyed by all. I can think of nothing that wasn’t available to us. Being close to the airport and other favourite Orlando sites was terrific. I look forward to renting this place in the future. Truly a great time our thanks for making it memorable.
Anonymous - Posted: 1/27/2026

Thank you, Jane, for your wonderful review! It brings us immense joy to know that you and your family had such a memorable time celebrating your 35th wedding anniversary with us. We’re thrilled that it worked out well for your plans. We can’t wait to welcome you back for another stay in the future! Your kind words mean a lot to us.
Upstay staff

Posted: 1/28/2026

I really enjoyed my stay there and the location was awesome… Really enjoyed the space and amenities…
Anonymous - Posted: 12/13/2025

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